Robs Mom
Rob had always been a bit of a brat, Being the only c***d of a single mother he could do as he pleased as she was working quite often, it wasn't an easy upbringing , never a lot of extra money, but he managed to find friends and people who would give him handouts and make his life easier.
After high shooll he had trouble keeping a job, having the attitude that the employer was lucky to have him on his terms. One of his friend jokingly told him he should go on one of those sites and find a sugar momma to take care of him. But it stuck with him, thinking why not,
He found a site which seemed to be quite popular, made a fake profile just to see if he should waste his time, he found a few potential mommas , one evening he was a bit bored and decided to look at the women who wanted to be sugar-baby's, He wondered if any of the girls he knew would be on there, He entered his location and started scrolling through the women, Then one caught his attention, WTF, it was his mother, he read the profile, " Hi guys, my names Jill, in my early 40s and a single mom of one, it has been a struggle over the years and Id love to meet a nice man to get to know, perhaps start a relationship , also someone who can take care of me as we grow old together, I promise I will do everything and anything to make you happy". Holy shit he thought, then he looked at her pics, all were quite current, some selfies of her face, one in a nice outfit and the last one of her in just a bra, from the waist up, he knew she had a nice body but hadn't seen her like this in years, her tits looked great. she was very attractive, brunette, dark eyes, more of a cute face, her breasts were a nice firm d cup, with a few freckles and a slim waste,
Immediately Rob made another account, found some pics online of a very handsome man in his early 50s , and added them to the profile, he also saved a lot of pics of him for future use.
He wrote a message to her, " Hi Jill, wow you are a gorgeous woman, hard to believe you are single, Let me introduce myself, my name is Roger, I own several manufacturing companies. we can get into that later. I am in your city quite often and often have downtime I spend it alone, it would be wonderful to spend some time with someone like you, get to know and see where things take us, I would also like someone to travel to Europe and Asia with me on occasion, all on my dime of course, let me know. "
He posted it not really knowing when or if she would reply, He watched a movie and went to bed,
the next morning he woke just in time to see his mother walking out the door to work. He looked at his profile and had 3 replies, 2 from quite sexy young women and the other from his mom, " HI Roger your very flattering, and you look great yourself, everything you say sounds wonderful, Id love to meet you , when are you in town next?"
He replied " Jill , thanks for responding, you put a big smile on my face, I have to fly to Italy this week, perhaps when I return, you look delicious, Look we both know what this site is about and Im hoping for more from it , but I do want to spend some time with you and you will be well compensated, with that said, tell me more about you, and please tell me about your sex life, the last time you were intimate and some of your fantasies." Rob left it at that not expecting to hear back till later in the day.
He gamed all morning then went off to his new job which he already hated after one week, He went strait to the site, A couple new messages, but he was only interested in the one from his mom. " HI Roger, yes I understand what the site is all about , and I accept that, but a girl can dream cant she lol, Ill get right to it, Its been about 2 years since Ive had sex, it was with an old boss, it was very hot and heavy for a couple weeks then I called it off, and nothing since, but trust me I think about it a lot, I do get hit on but it just never feels right , Ive never really explored it but I believe I am submissive, I like the man to be in charge for sure, I do what I am told lol, I guess all my fantasies have something to do with me submitting to someone, I have never told anyone this, Im blushing right now. I kinda wish you were here lol".
Robs cock was hard reading this, trying to think back which boss his mom was with, he wrote back while rubbing his cock " Thanks for being candid Jill, your boss was a lucky man, tell me how it happened , was he dominant over you, I love you are submissive, as I am very dominant, I keep looking at the pic of you in your bra, your breasts look magnificent, Im a tit man btw and I also wish I was there". He sent it off, he decided to take some time and write the other girls , just to play along. five minutes later he got a new message from Jill " hey Roger, Im so glad you are a Dom, Ok so my boss called me in his office and told me things were a bit slow and he had to let me go, I was so upset, I really needed the money, I told him id do anything, He seems surprised to hear me say that ,I didn't mean what he thought I did, but he walked over and said "anything huh," and he pulled my top off over my head before I could react, I just froze, he turned me and unhooked my bra, slid it off my shoulders and told me to turn facing him, he started groping me, I wont lie it felt so good, I love them caressed, he told me to get on my knees and well I think you know what happened, after that it was a daily thing us either having sex or me giving him oral, which I do enjoy btw, sorry have I said to much " Rob leaned back ,imagining his mom doing what he just read and came all over his chest. after he relaxed he wrote back " well you did what you had to , I think you really need a man to take care of your needs, listen, Ive talked to several women on the site and tested them a bit, all failed so I never met them, if you are serious about this Id like to take the same route with you if thats OK, so do this for me , get topless and wrap a towel around yourself, let it down so just the tops of your areoles are showing, and take a pic, " and he sent that off, he didn't know what to expect, the mom he knew would tell the guy no, not a chance , then a new message arrived, he opened it and saw a pic of his mom , just as he asked, it looked so sexy, he light skin with her dark nipples just showing, He wrote back right away, " good girl, very sexy, I will have more for you tomorrow, btw I hope you can handle a big cock , when you wake up tomorrow ,have a shower, I want to see you topless, fresh out of the shower, now get some sleep "
Rob couldn't sleep, so he stayed up for hours making notes and plans for his sexy mother.
He woke the next morning and checked his messages, there were several but found the one from his mom and he opened it, there she was topless, her tits looked amazing with water drops on them her dark nipples, she wrote" I hope this is what you wanted, I do like the idea of you telling me what to do, its making me feel a bit frisky, and well Ive never had a really big one , but Im not going to say no lol, "
Again Rob had to start rubbing his hard cock , looking at her firm round tits, " thank you Jill, I love them, I cant wait to get my hands on them, you are doing great, Im curious how old your son is, he must be checking you out all the time, how do you feel about humiliation, being called names, you are doing great btw, " he had to finish jerking off before he could write more.
He arrived home after work to a new message " Hi Roger, you know I really like you so far, my son is 19, so he wont be an issue at all, and no he likes girls his own age, lol, Ive caught some of his friends looking though, as far as the name thing, I don't know, Ive never experienced it, I think it might be sexy, Roger I want to ask one thing, will I be compensated for this, sorry to ask Im just short on bills right now, don't worry when we meet Ill give you a nice long wet bj lol."
" hey Jill, of course I will help you out, I've been thinking about it, how is 5000 a month allowance plus all other expenses covered, I want you to be happy with us, OK lets step things up a bit, I am still testing you, I know you are doing your best but all very basic at this point ,I have to know you are committed, I want you to order a Pizza tonight, when it arrives be wearing a towel and drop it so he can see your tits, let him feel them if he wishes, this is an order". he sent the message and sat back, a few minutes later there was a knock at his door, it was his mom, " hey Rob , are you going to sleep soon". " Yea Mom, right now actually, Im pretty tired, do you need something". she looked a bit nervous, " no thats fine, good night " and she closed his door, It stayed quiet in the house but about an hour later he heard a faint knock at the door, he slowly opened his bedroom door and peeked out, He could see his mom from behind, with only a towel and a man at the door handing her a pizza, she took hot and turned to face him and the towel fell to the floor, she was topless in only her panties, she acted like she was trying to cover up but he was looking right at her tits, Rob did his best to peek out his door, he could see them talking but couldn't hear what they were saying, His Mom dropped her hands and the driver reached up ad started feeling her tits, " he must love them " Rob thought, then the guy grabbed her shoulders and pushed her down to her knees, she was shaking her head no, Rob could only see her from behind as the guy grabbed her head and started moving his hips, He couldn't believe he was watching his mom give someone a blowjob, he started going faster and she put her hands on his thighs, he was fucking her mouth pretty hard, it went on for a few minutes ,then he stopped and gave one more thrust, then suddenly he turned and went out the door, closing it behind him. His Mom stayed there for a minute , not moving, then she fell back laying on the floor, she looked amazing , Rob noticed how firm her tits sat on her chest, suddenly she put a hand between her legs and started rubbing, very fast, in no time she arched her back and lifter her ass off the floor, Rob could hear her moaning, her whole body shuttered and then she stopped, rolled over and went to her room, Once again Rob was rock hard, he ran to his laptop and waited .
About 15 minutes later he received a message, " HI Roger ,are you still up?' " hello beautiful yes , I just arrived home from a business dinner ,all very boring , " " Roger , I did it". " what did you do ?" " I did what you asked, I ordered a pizza, I had to wait until my son went to bed , I let him see and feel me up". " Very good, I am pleased with you " " Roger , there is more " " Oh do tell " " Ok , he was kinda cute but not much older than my son, he just stared so I told him he could touch and he did, it felt really good, its been a while since I was felt up ,lol, but then he asked if I would suck him, I told him no, but he was aggressive and pushed me down, then he just pushed it in my mouth, I had to let him, he didn't take long and then he left".
" I appreciate you telling me but that wasnt my order, not what I told you, I am very disappointed, I will need to think about this". " Roger Im sorry it just felt so good when he felt me up, I crave that, its been over 3 months since I have felt that " " oh really , tell me about that " " it was my sons birthday, he had a bunch of people over, about 1 am I went to bed, a bit drunk but not to bad, a while later I heard my door open, then someone pulled my covers back, he started feeling my boobs, I pretended I was still asleep, I didn't want to make a scene, I just played there and let him, but it felt so good, he even sucked on them, I was getting so excited, he started breathing really hard, I think he was masturbating, if I can be honest I wanted him in me, I would have let him, but then he just left, " " very sexy my dear, I still need to think about all of this" and Rob signed off.
The next morning he received a new message, " Im sorry Roger, please accept my apology" Rob decided to let her stew a bit and didn't reply all that day, even though his mother sent several messages. The next morning he woke to a new message, " Roger I know you are upset, I really feel we could have something special, please don't disappear on me, Ill do what ever you ask I promise". he replied " good morning Jill, I was very disappointed, but it appears you need attention more than I thought, Tell me if this statement is correct. You you are craving sucking a cock, you want someone to use your mouth, you also need to get fucked, you want a man to use you, you want to be fucked for his pleasure, you want him to get pleasure from you and when he is done, just leave". She didn't reply for about an hour. Then" Yes Roger, I want that, but mostly from you, if I can be blunt, you message excited me so much I ha to please myself, when will you be visiting, I want you".
A minute later Rob heard his mom leave for work, he had an idea and hoped it would work, he went on craigslist and posted an ad.
When he arrived home after work he checked his messages ,of course there was one from his mother. " Hi Roger, Ive been thinking about you and want you in me". " Rob had found a pic online of a big white cock, and sent it to her" Is this what you want , I know it will feel amazing being inside you, fucking you, grabbing your tits as I use you " " you cock looks amazing , I hope you fit lol". " I'll make it fit, So Jill Ive spent some time online today, looking at some ads on craigslist I found one I want you to answer. It read". young married man not getting what he wants at home, looking to meet a beautiful sexy woman for some fun" But first take a topless pic and send it to me. she stood and removed her top , then her bra, and took a few pics and sent them off". Very sexy Jill, the first one, include it when you reply to the ad, tell him you're interested in meeting".
A minute later Rob received the ads reply, basically telling him what she had been instructed with the pic attached, " Id love to meet you, you are gorgeous" he sent her.
She told Roger about the reply. " OK good, now tell him you don't want to know who he is, to come into your dark garage tonight, and you will do whatever he wants, do you understand ? " yes Roger I understand," she sent him the message with her address and to show up at 11 pm.
she wrote back to Roger telling him what she had done, " good girl, make sure you shower up and smell great, dont wear a bra or panties, show me you can be my sexy little slut".
At 10 Rob heard his mother in the shower, then in her room for a while, He received a message from her, " OK Roger Im about to go wait for him," " good, take a pic let me see how you look, " a minute later he saw the pic, she looked amazing, her makeup was done, hair pulled back, a pull over top with her nipples clearly visible and tight yoga pants, " stunning, looking forward to having you on my arm to show off ,lol, are you excited" " yes actually I am lol but also nervous". " good, go let this guy fuck you good". then he heard her leave her room and go out the back door, he quickly pulled on some sweats, sprayed a new cologne he just bought and grabbed a balaclava , just in case.
he walked to the un attached garage, opened the door and entered, closing it quickly behind him , it was very dark inside, " Im here " she told him, he walked to her and immediately started groping her tits, " that feels nice "she said, he could feel her nipples getting harder, he lifted her top and threw it in the floor, then went back to her tits, they felt so good, so soft yet firm, she put a hand on his arm but he pushed it away, then he turned her and pulled her close, feeling her sexy ass against his cock, one hand feeling her tits while the other slid down her pants, as he touched her he realised how very wet she was, then he spun her around again and pushed her to he knees, he felt her pull down his sweats freeing his cock, she whispered to him " use my mouth" and with that she took him in her mouth, it was so warm and soft, she sucked him slowly until he grabbed her pony tail and started to thrust, she relaxed and let him push his cock deeper, feeling his cock go down her throat was the best feeling he had experienced, holding her head, using her mouth, fucking it. he didn't want cum so he pulled out, and lifted her,
he turns her and pushed her over the hood of the car, bending her over, she let him do as he pleased, he groped her sexy ass a few times before pulling down her pants and pushing them off with his feet, bent over she parted her legs for him". please sir, fuck me ,please, I need it so bad, its been way to long, don't tease , don't make me wait, " as she slowly gyrated her hips, his cock found he pussy and he pushed deep in one stroke as she let out a moan. she was so tight, as tight as the girls his age, he grabbed her hips and started fucking her, " Oh yes ,use me, I need this so bad, Im yours tonight". he reached up and grabbed her ponytail, pulling back ,making her arch her back, he had no idea how amazing his moms pussy was, with his other hand he reached under her, grabbing her tit, " Oh yes, grab me hard, pinch me as hard as you want". he grabbed her nipple and pinched hard, when he did she started to shake, " harder, harder" she yelled and he pinched harder, he legs were shaking uncontrollably, he fucked harder, the load smacking sound filled the garage, finally it hit him, the most intense orgasm he has had, still fucking hard ,filling his mom with his cum, he pulled and and quickly left the garage,
She layed over the hood , trying to catch her breath, trying to understand what just happened, Then the door opened again, as she looked she saw 2 more men walking in, " who are you, whats this". " shut up bitch and get on your knees" she was grabbed by one from behind and pushed down, the door was left open so she could see a bit but they were wearing masks, a cock was pushed in her mouth so she had no choice, what were her options, she let him start fucking her mouth while the other groped her, thats it you fucking whore, you look good with a cock in your mouth. " he kept fucking her mouth as the other found her pussy and started to finger her and rub her clit, " she couldn't deny the feelings, her ass was pulled up and the man behind pushed his cock in her, " this sexy bitch has one sweet cunt, I think she likes strange cock" she continued to let them have her, " you want us to come fuck you regularly, your sexy as fuck ,you need some regular cock inside you, such a sexy little slut". his cock was down her throat, he would slowly pull out then jam it back in, then he pushed deep and came down her throat, making her gag and choke, after he pulled out , the other pulled her upright by her arms, forcing her tits out, as he fucked her from behind the other began slapping her tits, " you sleeping fucking cunt, take what you deserve, he grabbed her nipples and pulled then hard, squeezing , twisting, bringing her to another shaking orgasm, after she caught her breath she was pushed down again with her shoulders on the floor and her ass in the air, holding her hips he sped up ,then suddenly he pulled out and in one motion shoved his cock in her ass, she let out a moan as he started to cum and fill her ass, he stood leaving her in that position, " we hope to see you again, slut" as they walked out the door.
Jill took a few minutes to gather her thoughts and went back into the house, she took a long hot shower then sent Roger a message, " HI Roger, Ok I did it for you, I had sex with that man, I did enjoy it, but theres something else". Rob saw the message and sent one back, " good Im very proud of you ,I hope you enjoyed it, whats the other thing?' " Sorry I want you to know, after the man left ,somehow 2 other men came in my garage, I dont know who they were, but I had sex with one and gave the other a blowjob, they were very insulting, calling me names, but I know now how much that turned me on, I have no idea where they came from, " Rob wrote back. " Oh really, no idea, did you answer other craigslist ads, are you always like this, before I k now it you will be telling me you fucked your son". " Roger ,how could you say that, id never do that, and truly I have no idea who they were, or why they showed up". " I dont know what to think Jill, I think we can move past this if you do one thing for me". " what Roger, I said Ill do anything". " Ok go into your sons room in only a rob, tell him your back is sore and ask him to rub some cream on it, drop the robe so you are topless with your back to him, if he becomes more daring , just let him, this is your final test". Jill sunk down in her chair, she thought theres no way Rob would try anything, other than help her, she stripped and put on her robe, grabbed some cream and knocked on Robs door, " Yea, what is it, he was surprised she was there so fast but very pleased. She opened the door and peaked in " can I ask you a favour". " sure mom anything". " well I pulled a muscle in my back and cant reach it, would you be a dear and rub this cream on my back". he smiled and waved her in, the looked amazing, she sat on his bed beside him, turned and lowered the robe, her back was to him but she was still topless, she felt him start to rub her back, "just tell me where mom". " mostly the centre but all over is good, " he rubbed very gently and it put her at ease, his hands felt so nice, he began to rub a wider area, along her ribs then along her side, up under her armpits, then back down, " that area is fine , I can reach that," she told him, he didn't answer but kept rubbing up and down her side, then his fingers lightly rubbed the side of her boob, She was going to speak but remembered what Roger had told her, thinking he wouldn't go further she relaxed, he moved to her shoulders, grabbing them and pulling them back so she had to arch her back a little, he then moved forward and wrapped his arms around her, just under her tits, " I love you mom" he told hershel put a hand on his arm and told him she loved him as well, she felt his finger rub the bottom of her boob, " Mom your skin is so soft". then he used 2 fingers than 3, than lightly cupped her tits, she froze, she didnt want to upset him or Roger, she sat still as he slowly began caressing her, felling her near perfect breasts, then his fingers dlid across her nipples, she managed to utter " um" but he kept going, groping her now, playing with her tits, his head on her shoulder, doing what he wanted, then he stood beside her and undid his jeans, let them drop and his hard cock was at her face, she didn't want to look but felt him rub it against her cheek, neck and then her lips, she sat still with her eyes closed, knowing he could see her topless, unrationaly thinking " I just need to make Roger happy, " he kept rubbing himself on her lips, until they parted slightly, He finally spoke," Mom please, open your mouth". she opened her mouth and felt him slide his cock in, she began sucking his cock, slowly, moving her tongue on him, moving her head, do her best to give him pleasure, she began to relaxed and placed a hand on his ass, pulling him closer, taking him as deep as she could, feeling him down her throat, " Mom thats awesome, Ive never felt that before, dont stop" she pulled back took a breath and pushed herself onto his cock again, down her throat, she continued giving him great head, taking his full cock, he stopped her and pushed her on the bed, she fell back, not resisting, he parted her legs, she was a goddess, any man would love to be with her, he layed over her, " mom can you put it in for me" he asked, she sighed and reached down and grabbed his cock, he was hard as steal, she rubbed him along her pussy, as her lips parted for him, he felt the heat from her pussy, he gave one thrust and he was in her, he began fucking faster, she was so hot, so wet, she couldn't help herself, the pleasure was building, she suddenly pushed him to the side, she rose and pushed him on his back and immediately sat on him ,taking his cock deep as she rode him, he looked up at her, so beautiful, and he looked at her tits , putting girls his age to shame, watching them bounce, he reached up and grabbed them , Rob, hun, squeeze them hard please, " he did as she asked, grabbing, squeezing , pinching and pulling as hard as he could, this made her speed up, coming down hard on him, she began to shake, "oh god yes, yes, fuck me " she cried and she had another orgasm, he could feel her pussy tighten around his cock, pulsating, sending him over the edge, squeezing as hard as he could as he came, she finally stopped and laid on him, breathing hard, , she waited a minute then got up and went back to her room,
She tried to message Roger but there was no reply, eventually she crawled into bed,
Maybe an hour later she heard her door open and felt Rob crawl into her bed beside her, without a word he rolled her on her back and got over her, he pushed himself inside and started fucking her again, She was in no mood " Rob, no stop, we cant do this " he picked up his pace a little. " Rob NO " he kept fucking her, pushing his cock as deep as he could. " Yes mom, you cant stop me now" as he kept fucking her he continued". Mom, Im going to fuck you and use you whenever I want, I know you need it and so do I, " with each word he thrust hard " your my mom and I deserve you, need you and will have you". she couldn't answer, she laid there as he continued, " And you will do what I say and want". with that he began fucking very ffast, until he began to cum inside her, " Take that my slut mom". he laid with all his weight on her, feeling her firm tits between them, , eventually he rolled off and fell asleep, and he as well.
she woke disorientated to somer movement in the bed, then suddenly felt him push inside her, woken to Rob fucking her, she litted her legs to let him push deeper, she couldn't deny how good it felt, he didnt say a word, just fucked her, used her to get off, he finally came and left the room ,leaving her laying there, thinking, she has had move sex in the last 24 hours than the last 5 years, she whispered to herself. " I want to be a slut so bad".
After high shooll he had trouble keeping a job, having the attitude that the employer was lucky to have him on his terms. One of his friend jokingly told him he should go on one of those sites and find a sugar momma to take care of him. But it stuck with him, thinking why not,
He found a site which seemed to be quite popular, made a fake profile just to see if he should waste his time, he found a few potential mommas , one evening he was a bit bored and decided to look at the women who wanted to be sugar-baby's, He wondered if any of the girls he knew would be on there, He entered his location and started scrolling through the women, Then one caught his attention, WTF, it was his mother, he read the profile, " Hi guys, my names Jill, in my early 40s and a single mom of one, it has been a struggle over the years and Id love to meet a nice man to get to know, perhaps start a relationship , also someone who can take care of me as we grow old together, I promise I will do everything and anything to make you happy". Holy shit he thought, then he looked at her pics, all were quite current, some selfies of her face, one in a nice outfit and the last one of her in just a bra, from the waist up, he knew she had a nice body but hadn't seen her like this in years, her tits looked great. she was very attractive, brunette, dark eyes, more of a cute face, her breasts were a nice firm d cup, with a few freckles and a slim waste,
Immediately Rob made another account, found some pics online of a very handsome man in his early 50s , and added them to the profile, he also saved a lot of pics of him for future use.
He wrote a message to her, " Hi Jill, wow you are a gorgeous woman, hard to believe you are single, Let me introduce myself, my name is Roger, I own several manufacturing companies. we can get into that later. I am in your city quite often and often have downtime I spend it alone, it would be wonderful to spend some time with someone like you, get to know and see where things take us, I would also like someone to travel to Europe and Asia with me on occasion, all on my dime of course, let me know. "
He posted it not really knowing when or if she would reply, He watched a movie and went to bed,
the next morning he woke just in time to see his mother walking out the door to work. He looked at his profile and had 3 replies, 2 from quite sexy young women and the other from his mom, " HI Roger your very flattering, and you look great yourself, everything you say sounds wonderful, Id love to meet you , when are you in town next?"
He replied " Jill , thanks for responding, you put a big smile on my face, I have to fly to Italy this week, perhaps when I return, you look delicious, Look we both know what this site is about and Im hoping for more from it , but I do want to spend some time with you and you will be well compensated, with that said, tell me more about you, and please tell me about your sex life, the last time you were intimate and some of your fantasies." Rob left it at that not expecting to hear back till later in the day.
He gamed all morning then went off to his new job which he already hated after one week, He went strait to the site, A couple new messages, but he was only interested in the one from his mom. " HI Roger, yes I understand what the site is all about , and I accept that, but a girl can dream cant she lol, Ill get right to it, Its been about 2 years since Ive had sex, it was with an old boss, it was very hot and heavy for a couple weeks then I called it off, and nothing since, but trust me I think about it a lot, I do get hit on but it just never feels right , Ive never really explored it but I believe I am submissive, I like the man to be in charge for sure, I do what I am told lol, I guess all my fantasies have something to do with me submitting to someone, I have never told anyone this, Im blushing right now. I kinda wish you were here lol".
Robs cock was hard reading this, trying to think back which boss his mom was with, he wrote back while rubbing his cock " Thanks for being candid Jill, your boss was a lucky man, tell me how it happened , was he dominant over you, I love you are submissive, as I am very dominant, I keep looking at the pic of you in your bra, your breasts look magnificent, Im a tit man btw and I also wish I was there". He sent it off, he decided to take some time and write the other girls , just to play along. five minutes later he got a new message from Jill " hey Roger, Im so glad you are a Dom, Ok so my boss called me in his office and told me things were a bit slow and he had to let me go, I was so upset, I really needed the money, I told him id do anything, He seems surprised to hear me say that ,I didn't mean what he thought I did, but he walked over and said "anything huh," and he pulled my top off over my head before I could react, I just froze, he turned me and unhooked my bra, slid it off my shoulders and told me to turn facing him, he started groping me, I wont lie it felt so good, I love them caressed, he told me to get on my knees and well I think you know what happened, after that it was a daily thing us either having sex or me giving him oral, which I do enjoy btw, sorry have I said to much " Rob leaned back ,imagining his mom doing what he just read and came all over his chest. after he relaxed he wrote back " well you did what you had to , I think you really need a man to take care of your needs, listen, Ive talked to several women on the site and tested them a bit, all failed so I never met them, if you are serious about this Id like to take the same route with you if thats OK, so do this for me , get topless and wrap a towel around yourself, let it down so just the tops of your areoles are showing, and take a pic, " and he sent that off, he didn't know what to expect, the mom he knew would tell the guy no, not a chance , then a new message arrived, he opened it and saw a pic of his mom , just as he asked, it looked so sexy, he light skin with her dark nipples just showing, He wrote back right away, " good girl, very sexy, I will have more for you tomorrow, btw I hope you can handle a big cock , when you wake up tomorrow ,have a shower, I want to see you topless, fresh out of the shower, now get some sleep "
Rob couldn't sleep, so he stayed up for hours making notes and plans for his sexy mother.
He woke the next morning and checked his messages, there were several but found the one from his mom and he opened it, there she was topless, her tits looked amazing with water drops on them her dark nipples, she wrote" I hope this is what you wanted, I do like the idea of you telling me what to do, its making me feel a bit frisky, and well Ive never had a really big one , but Im not going to say no lol, "
Again Rob had to start rubbing his hard cock , looking at her firm round tits, " thank you Jill, I love them, I cant wait to get my hands on them, you are doing great, Im curious how old your son is, he must be checking you out all the time, how do you feel about humiliation, being called names, you are doing great btw, " he had to finish jerking off before he could write more.
He arrived home after work to a new message " Hi Roger, you know I really like you so far, my son is 19, so he wont be an issue at all, and no he likes girls his own age, lol, Ive caught some of his friends looking though, as far as the name thing, I don't know, Ive never experienced it, I think it might be sexy, Roger I want to ask one thing, will I be compensated for this, sorry to ask Im just short on bills right now, don't worry when we meet Ill give you a nice long wet bj lol."
" hey Jill, of course I will help you out, I've been thinking about it, how is 5000 a month allowance plus all other expenses covered, I want you to be happy with us, OK lets step things up a bit, I am still testing you, I know you are doing your best but all very basic at this point ,I have to know you are committed, I want you to order a Pizza tonight, when it arrives be wearing a towel and drop it so he can see your tits, let him feel them if he wishes, this is an order". he sent the message and sat back, a few minutes later there was a knock at his door, it was his mom, " hey Rob , are you going to sleep soon". " Yea Mom, right now actually, Im pretty tired, do you need something". she looked a bit nervous, " no thats fine, good night " and she closed his door, It stayed quiet in the house but about an hour later he heard a faint knock at the door, he slowly opened his bedroom door and peeked out, He could see his mom from behind, with only a towel and a man at the door handing her a pizza, she took hot and turned to face him and the towel fell to the floor, she was topless in only her panties, she acted like she was trying to cover up but he was looking right at her tits, Rob did his best to peek out his door, he could see them talking but couldn't hear what they were saying, His Mom dropped her hands and the driver reached up ad started feeling her tits, " he must love them " Rob thought, then the guy grabbed her shoulders and pushed her down to her knees, she was shaking her head no, Rob could only see her from behind as the guy grabbed her head and started moving his hips, He couldn't believe he was watching his mom give someone a blowjob, he started going faster and she put her hands on his thighs, he was fucking her mouth pretty hard, it went on for a few minutes ,then he stopped and gave one more thrust, then suddenly he turned and went out the door, closing it behind him. His Mom stayed there for a minute , not moving, then she fell back laying on the floor, she looked amazing , Rob noticed how firm her tits sat on her chest, suddenly she put a hand between her legs and started rubbing, very fast, in no time she arched her back and lifter her ass off the floor, Rob could hear her moaning, her whole body shuttered and then she stopped, rolled over and went to her room, Once again Rob was rock hard, he ran to his laptop and waited .
About 15 minutes later he received a message, " HI Roger ,are you still up?' " hello beautiful yes , I just arrived home from a business dinner ,all very boring , " " Roger , I did it". " what did you do ?" " I did what you asked, I ordered a pizza, I had to wait until my son went to bed , I let him see and feel me up". " Very good, I am pleased with you " " Roger , there is more " " Oh do tell " " Ok , he was kinda cute but not much older than my son, he just stared so I told him he could touch and he did, it felt really good, its been a while since I was felt up ,lol, but then he asked if I would suck him, I told him no, but he was aggressive and pushed me down, then he just pushed it in my mouth, I had to let him, he didn't take long and then he left".
" I appreciate you telling me but that wasnt my order, not what I told you, I am very disappointed, I will need to think about this". " Roger Im sorry it just felt so good when he felt me up, I crave that, its been over 3 months since I have felt that " " oh really , tell me about that " " it was my sons birthday, he had a bunch of people over, about 1 am I went to bed, a bit drunk but not to bad, a while later I heard my door open, then someone pulled my covers back, he started feeling my boobs, I pretended I was still asleep, I didn't want to make a scene, I just played there and let him, but it felt so good, he even sucked on them, I was getting so excited, he started breathing really hard, I think he was masturbating, if I can be honest I wanted him in me, I would have let him, but then he just left, " " very sexy my dear, I still need to think about all of this" and Rob signed off.
The next morning he received a new message, " Im sorry Roger, please accept my apology" Rob decided to let her stew a bit and didn't reply all that day, even though his mother sent several messages. The next morning he woke to a new message, " Roger I know you are upset, I really feel we could have something special, please don't disappear on me, Ill do what ever you ask I promise". he replied " good morning Jill, I was very disappointed, but it appears you need attention more than I thought, Tell me if this statement is correct. You you are craving sucking a cock, you want someone to use your mouth, you also need to get fucked, you want a man to use you, you want to be fucked for his pleasure, you want him to get pleasure from you and when he is done, just leave". She didn't reply for about an hour. Then" Yes Roger, I want that, but mostly from you, if I can be blunt, you message excited me so much I ha to please myself, when will you be visiting, I want you".
A minute later Rob heard his mom leave for work, he had an idea and hoped it would work, he went on craigslist and posted an ad.
When he arrived home after work he checked his messages ,of course there was one from his mother. " Hi Roger, Ive been thinking about you and want you in me". " Rob had found a pic online of a big white cock, and sent it to her" Is this what you want , I know it will feel amazing being inside you, fucking you, grabbing your tits as I use you " " you cock looks amazing , I hope you fit lol". " I'll make it fit, So Jill Ive spent some time online today, looking at some ads on craigslist I found one I want you to answer. It read". young married man not getting what he wants at home, looking to meet a beautiful sexy woman for some fun" But first take a topless pic and send it to me. she stood and removed her top , then her bra, and took a few pics and sent them off". Very sexy Jill, the first one, include it when you reply to the ad, tell him you're interested in meeting".
A minute later Rob received the ads reply, basically telling him what she had been instructed with the pic attached, " Id love to meet you, you are gorgeous" he sent her.
She told Roger about the reply. " OK good, now tell him you don't want to know who he is, to come into your dark garage tonight, and you will do whatever he wants, do you understand ? " yes Roger I understand," she sent him the message with her address and to show up at 11 pm.
she wrote back to Roger telling him what she had done, " good girl, make sure you shower up and smell great, dont wear a bra or panties, show me you can be my sexy little slut".
At 10 Rob heard his mother in the shower, then in her room for a while, He received a message from her, " OK Roger Im about to go wait for him," " good, take a pic let me see how you look, " a minute later he saw the pic, she looked amazing, her makeup was done, hair pulled back, a pull over top with her nipples clearly visible and tight yoga pants, " stunning, looking forward to having you on my arm to show off ,lol, are you excited" " yes actually I am lol but also nervous". " good, go let this guy fuck you good". then he heard her leave her room and go out the back door, he quickly pulled on some sweats, sprayed a new cologne he just bought and grabbed a balaclava , just in case.
he walked to the un attached garage, opened the door and entered, closing it quickly behind him , it was very dark inside, " Im here " she told him, he walked to her and immediately started groping her tits, " that feels nice "she said, he could feel her nipples getting harder, he lifted her top and threw it in the floor, then went back to her tits, they felt so good, so soft yet firm, she put a hand on his arm but he pushed it away, then he turned her and pulled her close, feeling her sexy ass against his cock, one hand feeling her tits while the other slid down her pants, as he touched her he realised how very wet she was, then he spun her around again and pushed her to he knees, he felt her pull down his sweats freeing his cock, she whispered to him " use my mouth" and with that she took him in her mouth, it was so warm and soft, she sucked him slowly until he grabbed her pony tail and started to thrust, she relaxed and let him push his cock deeper, feeling his cock go down her throat was the best feeling he had experienced, holding her head, using her mouth, fucking it. he didn't want cum so he pulled out, and lifted her,
he turns her and pushed her over the hood of the car, bending her over, she let him do as he pleased, he groped her sexy ass a few times before pulling down her pants and pushing them off with his feet, bent over she parted her legs for him". please sir, fuck me ,please, I need it so bad, its been way to long, don't tease , don't make me wait, " as she slowly gyrated her hips, his cock found he pussy and he pushed deep in one stroke as she let out a moan. she was so tight, as tight as the girls his age, he grabbed her hips and started fucking her, " Oh yes ,use me, I need this so bad, Im yours tonight". he reached up and grabbed her ponytail, pulling back ,making her arch her back, he had no idea how amazing his moms pussy was, with his other hand he reached under her, grabbing her tit, " Oh yes, grab me hard, pinch me as hard as you want". he grabbed her nipple and pinched hard, when he did she started to shake, " harder, harder" she yelled and he pinched harder, he legs were shaking uncontrollably, he fucked harder, the load smacking sound filled the garage, finally it hit him, the most intense orgasm he has had, still fucking hard ,filling his mom with his cum, he pulled and and quickly left the garage,
She layed over the hood , trying to catch her breath, trying to understand what just happened, Then the door opened again, as she looked she saw 2 more men walking in, " who are you, whats this". " shut up bitch and get on your knees" she was grabbed by one from behind and pushed down, the door was left open so she could see a bit but they were wearing masks, a cock was pushed in her mouth so she had no choice, what were her options, she let him start fucking her mouth while the other groped her, thats it you fucking whore, you look good with a cock in your mouth. " he kept fucking her mouth as the other found her pussy and started to finger her and rub her clit, " she couldn't deny the feelings, her ass was pulled up and the man behind pushed his cock in her, " this sexy bitch has one sweet cunt, I think she likes strange cock" she continued to let them have her, " you want us to come fuck you regularly, your sexy as fuck ,you need some regular cock inside you, such a sexy little slut". his cock was down her throat, he would slowly pull out then jam it back in, then he pushed deep and came down her throat, making her gag and choke, after he pulled out , the other pulled her upright by her arms, forcing her tits out, as he fucked her from behind the other began slapping her tits, " you sleeping fucking cunt, take what you deserve, he grabbed her nipples and pulled then hard, squeezing , twisting, bringing her to another shaking orgasm, after she caught her breath she was pushed down again with her shoulders on the floor and her ass in the air, holding her hips he sped up ,then suddenly he pulled out and in one motion shoved his cock in her ass, she let out a moan as he started to cum and fill her ass, he stood leaving her in that position, " we hope to see you again, slut" as they walked out the door.
Jill took a few minutes to gather her thoughts and went back into the house, she took a long hot shower then sent Roger a message, " HI Roger, Ok I did it for you, I had sex with that man, I did enjoy it, but theres something else". Rob saw the message and sent one back, " good Im very proud of you ,I hope you enjoyed it, whats the other thing?' " Sorry I want you to know, after the man left ,somehow 2 other men came in my garage, I dont know who they were, but I had sex with one and gave the other a blowjob, they were very insulting, calling me names, but I know now how much that turned me on, I have no idea where they came from, " Rob wrote back. " Oh really, no idea, did you answer other craigslist ads, are you always like this, before I k now it you will be telling me you fucked your son". " Roger ,how could you say that, id never do that, and truly I have no idea who they were, or why they showed up". " I dont know what to think Jill, I think we can move past this if you do one thing for me". " what Roger, I said Ill do anything". " Ok go into your sons room in only a rob, tell him your back is sore and ask him to rub some cream on it, drop the robe so you are topless with your back to him, if he becomes more daring , just let him, this is your final test". Jill sunk down in her chair, she thought theres no way Rob would try anything, other than help her, she stripped and put on her robe, grabbed some cream and knocked on Robs door, " Yea, what is it, he was surprised she was there so fast but very pleased. She opened the door and peaked in " can I ask you a favour". " sure mom anything". " well I pulled a muscle in my back and cant reach it, would you be a dear and rub this cream on my back". he smiled and waved her in, the looked amazing, she sat on his bed beside him, turned and lowered the robe, her back was to him but she was still topless, she felt him start to rub her back, "just tell me where mom". " mostly the centre but all over is good, " he rubbed very gently and it put her at ease, his hands felt so nice, he began to rub a wider area, along her ribs then along her side, up under her armpits, then back down, " that area is fine , I can reach that," she told him, he didn't answer but kept rubbing up and down her side, then his fingers lightly rubbed the side of her boob, She was going to speak but remembered what Roger had told her, thinking he wouldn't go further she relaxed, he moved to her shoulders, grabbing them and pulling them back so she had to arch her back a little, he then moved forward and wrapped his arms around her, just under her tits, " I love you mom" he told hershel put a hand on his arm and told him she loved him as well, she felt his finger rub the bottom of her boob, " Mom your skin is so soft". then he used 2 fingers than 3, than lightly cupped her tits, she froze, she didnt want to upset him or Roger, she sat still as he slowly began caressing her, felling her near perfect breasts, then his fingers dlid across her nipples, she managed to utter " um" but he kept going, groping her now, playing with her tits, his head on her shoulder, doing what he wanted, then he stood beside her and undid his jeans, let them drop and his hard cock was at her face, she didn't want to look but felt him rub it against her cheek, neck and then her lips, she sat still with her eyes closed, knowing he could see her topless, unrationaly thinking " I just need to make Roger happy, " he kept rubbing himself on her lips, until they parted slightly, He finally spoke," Mom please, open your mouth". she opened her mouth and felt him slide his cock in, she began sucking his cock, slowly, moving her tongue on him, moving her head, do her best to give him pleasure, she began to relaxed and placed a hand on his ass, pulling him closer, taking him as deep as she could, feeling him down her throat, " Mom thats awesome, Ive never felt that before, dont stop" she pulled back took a breath and pushed herself onto his cock again, down her throat, she continued giving him great head, taking his full cock, he stopped her and pushed her on the bed, she fell back, not resisting, he parted her legs, she was a goddess, any man would love to be with her, he layed over her, " mom can you put it in for me" he asked, she sighed and reached down and grabbed his cock, he was hard as steal, she rubbed him along her pussy, as her lips parted for him, he felt the heat from her pussy, he gave one thrust and he was in her, he began fucking faster, she was so hot, so wet, she couldn't help herself, the pleasure was building, she suddenly pushed him to the side, she rose and pushed him on his back and immediately sat on him ,taking his cock deep as she rode him, he looked up at her, so beautiful, and he looked at her tits , putting girls his age to shame, watching them bounce, he reached up and grabbed them , Rob, hun, squeeze them hard please, " he did as she asked, grabbing, squeezing , pinching and pulling as hard as he could, this made her speed up, coming down hard on him, she began to shake, "oh god yes, yes, fuck me " she cried and she had another orgasm, he could feel her pussy tighten around his cock, pulsating, sending him over the edge, squeezing as hard as he could as he came, she finally stopped and laid on him, breathing hard, , she waited a minute then got up and went back to her room,
She tried to message Roger but there was no reply, eventually she crawled into bed,
Maybe an hour later she heard her door open and felt Rob crawl into her bed beside her, without a word he rolled her on her back and got over her, he pushed himself inside and started fucking her again, She was in no mood " Rob, no stop, we cant do this " he picked up his pace a little. " Rob NO " he kept fucking her, pushing his cock as deep as he could. " Yes mom, you cant stop me now" as he kept fucking her he continued". Mom, Im going to fuck you and use you whenever I want, I know you need it and so do I, " with each word he thrust hard " your my mom and I deserve you, need you and will have you". she couldn't answer, she laid there as he continued, " And you will do what I say and want". with that he began fucking very ffast, until he began to cum inside her, " Take that my slut mom". he laid with all his weight on her, feeling her firm tits between them, , eventually he rolled off and fell asleep, and he as well.
she woke disorientated to somer movement in the bed, then suddenly felt him push inside her, woken to Rob fucking her, she litted her legs to let him push deeper, she couldn't deny how good it felt, he didnt say a word, just fucked her, used her to get off, he finally came and left the room ,leaving her laying there, thinking, she has had move sex in the last 24 hours than the last 5 years, she whispered to herself. " I want to be a slut so bad".
11 månader sedan
